Hydrochloric Acid → HCID 69818263, compound

HRID 351534Notes

Reaction equation

HRID 351534 reaction equation
Br.Br.[OH:3][C:4]1[CH:5]=[C:6]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:24]=[CH:23][C:19]([C:20]([OH:22])=[O:21])=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)[CH:7]=[CH:8][CH:9]=1.Br[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31].O.[ClH:33]>[OH-].[Na+].CS(C)=O>[ClH:33].[CH2:26]([O:3][C:4]1[CH:5]=[C:6]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:24]=[CH:23][C:19]([C:20]([OH:22])=[O:21])=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)[CH:7]=[CH:8][CH:9]=1)[CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 81011-BromohexaneHCID 69817627HCID 69817627, compound

Product 1

HCID 69818263HCID 69818263, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
80 °C

Procedure

A solution of 4-[4-(3-hydroxyphenyl)piperazin-1-yl]benzoic acid dihydrobromide (2.396 g) in a mixture of 5% NaOH aq. (16.7 ml) and dimethylsulfoxide (33.3 ml) was stirred for 30 minutes at 80° C. Then, 1-bromohexane (0.88 ml) was added thereto and stirred for 8 hours at 80° C. The reaction mixture was added to water and adjusted to pH 2.0 with 1N HCl. The produced precipitate was collected by filtration and dried under reduced pressure to give 4-[4-(3-hexyloxyphenyl)piperazin-1-yl]benzoic acid hydrochloride (3.74 g).

Workup

  1. stirringstirred for 8 hours at 80° C
  2. filtrationThe produced precipitate was collected by filtration
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-6692c58a03dc43e7bdaa9fe7f0e8d8b9
Source dataset
uspto-grants-2004_06
Patent number
US06743776B2

Reaction notes

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